HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montego Bay

$116+ Cheap flights from Illinois to Montego Bay (MBJ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
Nov 5 — Nov 121
Wed 11/5
Wed 11/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Montego Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Montego Bay

Keep the following information in mind while searching for Illinois to Montego Bay flight deals. Data was last updated October 6, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(Cheapflightsfares)

One-way from

$116
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$579

Good round-trip deal

$427 or less

Good one-way deal

$201 or less
Provider with most accurate pricing for Chicago (CHI)-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Montego Bay Sangster Intl flights.
Search Deals
From Illinois to Montego Bay Sangster Intl
Search Deals
One-way flight from Illinois to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Montego Bay Sangster Intl.
Search Deals
Price to beat on a one-way flight from Illinois to Montego Bay Sangster Intl.
Search Deals

Find flight deals from Illinois to Montego Bay

Cheapest flights from Illinois to Montego Bay
Explore the most affordable flight options available from Illinois to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 6, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:15 pmSTL - MBJ
1 stop15h 45mSpirit Airlines
Sat 10/2512:09 pmMBJ - STL
1 stop6h 01mSpirit Airlines
Deal found 10/5$315
This Priceline deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/257:15 pmSTL - MBJ
1 stop15h 45mMultiple Airlines
Tue 10/281:40 pmMBJ - STL
1 stop25h 49mMultiple Airlines
Deal found 10/4$364
This American Airlines deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:36 pmSTL - MBJ
1 stop16h 44mAmerican Airlines
Tue 12/93:48 pmMBJ - STL
1 stop8h 18mAmerican Airlines
Deal found 10/6$371
This Delta deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:59 pmORD - MBJ
2 stops18h 21mDelta
Tue 11/41:48 pmMBJ - ORD
2 stops19h 44mDelta
Deal found 10/4$376
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/31:08 pmMDW - MBJ
2 stops22h 15mDelta
Fri 11/145:59 pmMBJ - MDW
2 stops19h 47mDelta
Deal found 10/6$376
This Mytrip deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:58 pmORD - MBJ
2 stops16h 02mSpirit Airlines
Sat 10/2512:09 pmMBJ - ORD
1 stop11h 36mSpirit Airlines
Deal found 10/5$377
This CheapOair deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/195:05 amORD - MBJ
1 stop5h 55mSpirit Airlines
Sat 11/81:07 pmMBJ - ORD
1 stop12h 20mSpirit Airlines
Deal found 10/6$378
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:20 amMDW - MBJ
1 stop7h 55mFrontier
Fri 11/144:30 pmMBJ - MDW
1 stop27h 09mFrontier
Deal found 10/5$378
This Mytrip deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/237:43 pmORD - MBJ
1 stop15h 17mSpirit Airlines
Tue 10/2812:09 pmMBJ - ORD
3 stops26h 36mSpirit Airlines
Deal found 10/5$380
This CheapOair deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/196:58 pmORD - MBJ
2 stops16h 02mSpirit Airlines
Thu 10/2312:09 pmMBJ - ORD
1 stop11h 36mSpirit Airlines
Deal found 10/4$381
This Priceline deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:05 amORD - MBJ
1 stop6h 00mMultiple Airlines
Sat 12/132:40 pmMBJ - ORD
2 stops18h 20mMultiple Airlines
Deal found 10/4$382
This Cheapflightsfares deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:56 pmORD - MBJ
1 stop16h 58mSpirit Airlines
Sun 12/71:12 pmMBJ - ORD
1 stop8h 48mSpirit Airlines
Deal found 10/4$383

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Montego Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 6, 2025.
Use the filters below to find and compare flights from Illinois to Montego Bay that are best for you.

Fly from

Illinois

Fly to

Montego Bay

Route

Depart

Return

Price

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Wed 11/19

6:00 am-4:34 pm

1 stop9h 34m

Montego Bay Sangster Intl

Wed 11/26

3:36 pm-9:58 pm

1 stop7h 22m

$371

St. LouisMontego Bay

STL - MBJ

STLMBJ

Lambert-St Louis

Sat 12/6

7:36 pm-12:55 pm

2 stops16h 19m

Montego Bay Sangster Intl

Tue 12/9

2:02 pm-11:59 pm

1 stop10h 57m

$376

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Mon 11/3

1:08 pm-12:23 pm

2 stops22h 15m

Montego Bay Sangster Intl

Thu 11/13

3:36 pm-8:54 am

2 stops18h 18m

$376

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 2/22

7:00 am-8:25 pm

2 stops12h 25m

Montego Bay Sangster Intl

Fri 2/27

8:00 am-6:46 pm

2 stops11h 46m

$376

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 2/17

7:00 am-8:25 pm

2 stops12h 25m

Montego Bay Sangster Intl

Wed 2/25

12:35 pm-7:29 pm

1 stop7h 54m

$376

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Sun 10/26

6:59 pm-1:20 pm

2 stops18h 21m

Montego Bay Sangster Intl

Fri 10/31

4:59 pm-11:59 pm

1 stop7h 00m

$376

ChicagoMontego Bay

MDW - MBJ

MDWMBJ

Chicago Midway

Wed 11/19

6:00 am-4:34 pm

1 stop9h 34m

Montego Bay Sangster Intl

Wed 11/26

3:36 pm-11:40 pm

1 stop9h 04m

$388

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 1/26

8:42 am-1:46 pm

Nonstop4h 04m

Montego Bay Sangster Intl

Sat 1/31

3:55 pm-10:59 pm

1 stop8h 04m

$392

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Mon 1/12

5:55 pm-12:47 pm

2 stops17h 52m

Montego Bay Sangster Intl

Wed 1/21

12:35 pm-9:35 am

2 stops22h 00m

$393

ChicagoMontego Bay

ORD - MBJ

ORDMBJ

Chicago O'Hare Intl

Tue 12/2

1:20 pm-12:30 pm

2 stops22h 10m

Montego Bay Sangster Intl

Wed 12/10

1:55 pm-10:14 am

2 stops21h 19m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 58 results
1
2
3
...
6

Best time to book a flight from Illinois to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Montego Bay

What is the cheapest month to book a flight from Illinois to Montego Bay?

Currently, February is the cheapest month in which you can book a flight from Illinois to Montego Bay (average of $258). Flying from Illinois to Montego Bay in March is currently the most expensive (average of $419). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to MBJ?

Find hourly flight availability from Illinois to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 6, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 38% on flights from Illinois to Montego Bay by exploring options for tickets in the evening.

What is the cheapest day to fly from Illinois to Montego Bay?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Montego Bay. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Montego Bay flight should consider departing on Sunday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Illinois to Montego Bay

Explore weekly flight availability from Illinois to Montego Bay. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 6, 2025.

The most flights from USIL to MBJ are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Related info for your journey

Find useful and relevant information for your journey from Illinois to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Montego Bay from Illinois?

    For a flight from Illinois to Montego Bay, you will be flying into Sangster Intl. Montego Bay Sangster Intl (MBJ) is just 2.3 mi from the center of the city.

  • How long is the flight from Illinois to Montego Bay?

    There are many flights that can get you from Illinois to Montego Bay in 4h 04m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. Airlines will cover a distance of 1724 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to Montego Bay one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $133. Users have also found prices from $157 and $160 on United Airlines and Frontier, respectively.

  • What are the most popular routes from Illinois to Montego Bay?

    The most popular flight routes from Illinois to Montego Bay are Chicago O'Hare Intl - Montego Bay Sangster Intl, Chicago Midway - Montego Bay Sangster Intl and Lambert-St Louis - Montego Bay Sangster Intl.

  • What are the cheapest flights from Illinois to Montego Bay?

    The cheapest flight price from Illinois to Montego Bay is $167. On average you can expect to pay $958. The most popular route, (Chicago O'Hare Intl - Montego Bay Sangster Intl), can usually be booked for $270.

  • Can I find deals for flights from Illinois to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Illinois to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Montego Bay.

  • Can I find deals for business class flights from Illinois to Montego Bay?

    Yes. Cheapflights offers flight deals from Illinois to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Montego Bay?

    Currently, February is the cheapest month in which you can book a flight from Illinois to Montego Bay (average of $258). Flying from Illinois to Montego Bay in March is currently the most expensive (average of $419). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Whitehouse
Lucea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Montego Bay

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Montego Bay flights
Newark to Montego Bay flights
John F Kennedy Intl to Kingston flights
Atlanta to Montego Bay flights
LaGuardia to Montego Bay flights
O'Hare Intl to Montego Bay flights
Baltimore to Montego Bay flights
Philadelphia to Montego Bay flights
Dulles Intl to Montego Bay flights
Fort Lauderdale to Montego Bay flights
LaGuardia to Kingston flights
Newark to Kingston flights
Boston to Montego Bay flights
Reagan-National to Montego Bay flights
Hobby to Montego Bay flights
Dallas/Fort Worth to Montego Bay flights
Orlando to Montego Bay flights
Fort Lauderdale to Kingston flights
Detroit to Montego Bay flights
Minneapolis to Montego Bay flights
George Bush Intcntl to Montego Bay flights
Charlotte to Montego Bay flights
Atlanta to Kingston flights
Los Angeles to Montego Bay flights
Hartford to Montego Bay flights
Miami to Montego Bay flights
Midway to Montego Bay flights
Miami to Kingston flights
San Francisco to Montego Bay flights
Seattle to Montego Bay flights
Reagan-National to Kingston flights
Raleigh to Montego Bay flights
Cleveland to Montego Bay flights
Baltimore to Kingston flights
Cincinnati to Montego Bay flights
Dulles Intl to Kingston flights
Richmond to Montego Bay flights
El Paso to Montego Bay flights
Columbus to Montego Bay flights
Boston to Kingston flights
Jacksonville to Montego Bay flights
Memphis to Montego Bay flights
Sky Harbor Intl to Montego Bay flights
St. Louis to Montego Bay flights
Atlantic City to Montego Bay flights
Tampa to Montego Bay flights
Denver to Montego Bay flights
Austin to Montego Bay flights
Norfolk to Montego Bay flights
Seattle to Kingston flights

Top 6 airlines flying from Illinois to Montego Bay

Discover the top 6 airlines that operate flights from Illinois to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$266Average$470FlexibilityNo cancel feeOn-time65%
FrontierCheapest$333Average$657FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$383Average$633FlexibilityNo cancel feeOn-time69%
DeltaCheapest$384Average$760FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$443Average$667FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$549Average$723FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.